Date published: 2026-5-10

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Vinclozolin M2 (CAS 83792-61-4)

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Alternate Names:
3′,5′-Dichloro-2-hydroxy-2-methylbut-3-enanilide
Application:
Vinclozolin M2 is a dicarboximide fungicide
CAS Number:
83792-61-4
Molecular Weight:
260.12
Molecular Formula:
C11H11Cl2NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Vinclozolin M2 and M1 are metabolites of vinclozolin, a dicarboximide fungicide widely used in the United States and Europe for control of diseases caused by B. cineera, S. sclerotiorum, and Monilinia species in fruits, grapes, ornamental plants, turfgrass and vegetables. M1 and M2, are effective antagonists of the androgen receptor in rats exhibiting Ki values of 92 and 9.7 muM respectively. In fathead minnow, M1 and M2 failed to compete for high-affinity, low capacity testosterone binding sites in brain and ovary cytosolic fractions suggesting that they are not anti-androgens in this species.


Vinclozolin M2 (CAS 83792-61-4) References

  1. Peripubertal exposure to the antiandrogenic fungicide, vinclozolin, delays puberty, inhibits the development of androgen-dependent tissues, and alters androgen receptor function in the male rat.  |  Monosson, E., et al. 1999. Toxicol Ind Health. 15: 65-79. PMID: 10188192
  2. Human reporter gene assays: transcriptional activity of the androgen receptor is modulated by the cellular environment and promoter context.  |  Simon, S. and Mueller, SO. 2006. Toxicology. 220: 90-103. PMID: 16413649
  3. Steroid receptor profiling of vinclozolin and its primary metabolites.  |  Molina-Molina, JM., et al. 2006. Toxicol Appl Pharmacol. 216: 44-54. PMID: 16750840
  4. A comparison of two human cell lines and two rat gonadal cell primary cultures as in vitro screening tools for aromatase modulation.  |  Quignot, N., et al. 2012. Toxicol In Vitro. 26: 107-18. PMID: 22120136
  5. A computational model to predict rat ovarian steroid secretion from in vitro experiments with endocrine disruptors.  |  Quignot, N. and Bois, FY. 2013. PLoS One. 8: e53891. PMID: 23326527
  6. Androgen Receptor Involvement in Rat Amelogenesis: An Additional Way for Endocrine-Disrupting Chemicals to Affect Enamel Synthesis.  |  Jedeon, K., et al. 2016. Endocrinology. 157: 4287-4296. PMID: 27684650
  7. Glucocorticoid and mineralocorticoid receptors and corticosteroid homeostasis are potential targets for endocrine-disrupting chemicals.  |  Zhang, J., et al. 2019. Environ Int. 133: 105133. PMID: 31520960
  8. A Comparative Study of Human and Zebrafish Pregnane X Receptor Activities of Pesticides and Steroids Using In Vitro Reporter Gene Assays.  |  Creusot, N., et al. 2021. Front Endocrinol (Lausanne). 12: 665521. PMID: 34084152
  9. Interlaboratory prevalidation of a new in vitro transcriptional activation assay for the screening of (anti-)androgenic activity of chemicals using the UALH-hAR cell line.  |  Garoche, C., et al. 2023. Toxicol In Vitro. 88: 105554. PMID: 36641061

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Vinclozolin M2, 5 mg

sc-205540
5 mg
$92.00

Vinclozolin M2, 10 mg

sc-205540A
10 mg
$184.00